Iridium-Catalyzed Chemo- and Enantioselective Hydrogenation of Cycloalkenones to Access Chiral Cycloallylalcohols

Org Lett. 2024 Nov 22;26(46):9841-9846. doi: 10.1021/acs.orglett.4c03615. Epub 2024 Nov 14.

Abstract

A method for the efficient synthesis of chiral cycloallylalcohols has been developed, achieving excellent yields and enantioselectivities (>99% conversion, turnover number of ≤50 000, and >99% ee). This approach accommodates a variety of cycloalkenones with different aryl substituents and is tolerant of a broad range of functional groups. The synthetic utility of this method has been demonstrated through gram-scale synthesis and subsequent transformations into diverse enantioenriched oxygen-containing compounds.